Ohkawa S, Terao T, Murakami M, Matsumoto T, Goto G
Chemistry Research Laboratories, Takeda Chemical Industries, Ltd., Osaka, Japan.
Chem Pharm Bull (Tokyo). 1991 Apr;39(4):917-21. doi: 10.1248/cpb.39.917.
2,3,5-Trimethyl-6-(3-pyridylmethyl)-1,4-benzoquinone (CV-6504) has inhibitory activities on both thromboxane A2 synthase and 5-lipoxygenase as well as scavenging activity against active oxygen species. The latter two activities are closely related to the quinone moiety, which is reduced to a hydroquinone in the living body. Comparison of these two activities for both the quinone and hydroquinone showed that the hydroquinone form had superior activities. Concerning the reduction mechanism by PB-3c cells we can see that superoxide dismutase (SOD) has no influence on the rate of reduction, but dicumarol almost completely inhibits the reduction at a concentration greater than 1 x 10(-6) M. Therefore, it can be concluded that CV-6504 is reduced mainly by two electron donating enzymes without the intermediary of a semiquinone radical and that the resulting hydroquinone inhibits lipid peroxidation as well as 5-lipoxygenase activity.
2,3,5-三甲基-6-(3-吡啶甲基)-1,4-苯醌（CV-6504）对血栓素A2合酶和5-脂氧合酶均具有抑制活性，同时对活性氧具有清除活性。后两种活性与醌部分密切相关，醌部分在生物体内会还原为对苯二酚。对醌和对苯二酚的这两种活性进行比较表明，对苯二酚形式具有更优越的活性。关于PB-3c细胞的还原机制，我们可以看到超氧化物歧化酶（SOD）对还原速率没有影响，但双香豆素在浓度大于1×10(-6) M时几乎完全抑制还原。因此，可以得出结论，CV-6504主要通过两种供电子酶还原，不经过半醌自由基中间体，并且生成的对苯二酚抑制脂质过氧化以及5-脂氧合酶活性。
